Doggy Day Care Winsor Hills

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 9
pet parents in Winsor Hills have booked doggy day care

Winsor Hills, Find top rated doggy day care

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Victoria Y.
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Victoria Y.
from
$36
per day
4.8 out of 5 stars
• 46 reviews
17 repeat clients
14 years of experience
Forest Park, Baltimore, MD, 21216

“I'm very grateful to Victoria for accommodating my dog on such short notice. Everything went smooth and I was able to enjoy Baltimore with my family. Highly recommend!”

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Joanna S.
Sitter Profile Image: Veronica S.
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Veronica S.
Star Sitter
from
$39
per day
5.0 out of 5 stars
• 515 reviews
166 repeat clients
12 years of experience
Fells Point, Baltimore, MD, 21231

“Veronica was super caring and great for our boy Dorian. She was knowledgeable about how to introduce Dorian to her other dogs, and took great care to make sure he was safe and entertained during his stay! Very communicative and kind as well.”

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Sammy Joe T.
Sitter Profile Image: Aaron G.
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Aaron G.
from
$22
per day
4.6 out of 5 stars
• 45 reviews
21 repeat clients
3 years of experience
Forest Park, Baltimore, MD, 21216

“This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!”

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Alicia H.
Sitter Profile Image: Bria W.
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Bria W.
from
$40
per day
5.0 out of 5 stars
• 28 reviews
7 repeat clients
14 years of experience
Mondawin-Walbrook Area, Baltimore, MD, 21216

About: Hiya 👋🏾 Animal and nature lover over here!! I love the outdoors and moving through the world… why not add a cute lil fur baby to the mix!! I’m usually up and at em in the AM with my pup; Zazz OR cuddling up at home with my kitties… and we welcome more fun to the pawTY (see what I did there) 🤓 I have a plethora of day time availability due to working at night… and would love to house, exercise or briefly visit with your fur baby while you’re away. They’ll feel right at home 🤗 Along with pet parenting for the past five years… I’ve also worked as a dog trainer for two years 🐾 and understand the complexities of each pet’s personalities… Looking forward to meeting you and your loving pet 🖤🌻 I work in the evening so usually available early morning until early evening My schedule is quite consistent and gives me open availability to plan ahead with your needs in mind 🖤🌻 I understand each household views animal care in a particular way… and I will always respect the rules you’ve set with your pet. In MY home however… I believe in free roaming and lounging (if house broken) and nap time!! Prior to boarding or daycare… I will discuss in detail with you what your babie’s needs are and care preferences when they’re in new environments…

Sitter Profile Image: Shannon R.
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Shannon R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 768 reviews
220 repeat clients
32 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

“I needed an extended period of daycare for my 8 month old puppy and we had an awesome experience with Shannon. Drop-off and pick-up were super easy, Shannon sent tons of pictures and communication was great. Fritzi had a blast playing with the other dogs and I never had to worry about her. I highly recommend Shannon!”

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Meredith W.
Sitter Profile Image: Virginia & Steven G.
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Virginia & Steven G.
from
$25
per day
5.0 out of 5 stars
• 484 reviews
215 repeat clients
21 years of experience
Westgate, Baltimore, MD, 21229

“Ginnie is wonderful! My puppy, Trixie, had a great time. She came home worn out from playing with her doggy pals. I will definitely use Dawgie Daycare again. Thank you Ginnie!!”

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Veronica W.
Sitter Profile Image: Robin & Tyrone & Maritta A.
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Robin & Tyrone & Maritta A.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 152 reviews
57 repeat clients
40 years of experience
Halethorpe, MD, 21227

“I really appreciate Robin for accommodating my anxious puppy during my visit to Maryland. She was incredibly patient and found safe and effective ways to manage my dog’s tendencies to try to escape due to her separation anxiety and kept a close eye on her, allowing me to attend my family's events with peace of mind. By the third visit, my dog was much more comfortable and playing with the other dogs. I look forward to using Robin's services when I am back visiting Maryland.”

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Mai S.
Sitter Profile Image: Kassandra P.
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Kassandra P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 9 reviews
2 repeat clients
1 year of experience
Park Heights, Baltimore, MD, 21215

“Kassie was absolutely wonderful! She accommodated us on super short notice after a last-minute cancellation and took amazing care of our pup who was in heat. She followed all recommendations & requests we left, and sent frequent updates and photos throughout our time away, which gave us total peace of mind. Her home is perfectly set up for pets, featuring plenty of toys, dishes, and a great fenced-in backyard for exercise. Thank you, Kassie, for making sure Shyloh was so well loved and cared for. We appreciate you so much! 🙏🏽”

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Elisa B.
Sitter Profile Image: Davida A.
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Davida A.
Star Sitter
from
$50
per day
4.9 out of 5 stars
• 93 reviews
41 repeat clients
26 years of experience
Winsor Hills, Baltimore, MD, 21216

“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”

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Sharon M.
Sitter Profile Image: Keith W.
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Keith W.
from
$45
per day
5.0 out of 5 stars
• 172 reviews
76 repeat clients
20 years of experience
Hampden-Woodberry-Remington, Baltimore, MD, 21211

“Keith did great taking care of my needy rescue dog. I could tell right away he would make sure she was comfortable and happy. He was super flexible with the hours which was awesome!”

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Jane W.
Sitter Profile Image: Brittanie & Ryan C.
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Brittanie & Ryan C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 132 reviews
50 repeat clients
10 years of experience
Catonsville, MD, 21228

“My dog had a wonderful time at Brittanie and Ryan’s. They have two lovely labs and my dog had a great time playing with them. She was tired and happy when she came home. I would definitely recommend them for doggie daycare.”

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Nikitha K.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$40
per day
5.0 out of 5 stars
• 31 reviews
12 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

“Shakiyla did an excellent job watching our giant schnauzer puppy. He had plenty of activity throughout the day! I will rebook her again!”

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Reyna L.
Sitter Profile Image: Demetrius M.
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Demetrius M.
from
$45
per day
5.0 out of 5 stars
• 17 reviews
4 repeat clients
12 years of experience
West Baltimore, Baltimore, MD, 21230

About: I’ve been caring for dogs for over 12 years, and I treat every pup like they’re part of my own family. Whether your dog loves long walks, playing fetch, sticking to a routine, or simply relaxing with company, I adapt to their personality and needs. My goal is simple: give you peace of mind while making sure your dog feels safe, loved, and genuinely excited to come back. You’ll receive regular photo updates, clear communication, and dependable care from someone who understands that pets aren’t just animals—they’re family. Clean home. Reliable care. Happy dogs. Happy humans. I work from home so my schedule is flexible, which allows me to give dogs plenty of attention throughout the day. I also provide photo and video updates so you always know how your best friend is doing. My home features a fully fenced yard for safe outdoor play in a smoke-free environment. I care for every dog based on their individual routine, personality, and needs, whether they’re an energetic puppy or a laid-back senior. I’m comfortable administering oral medications, following crate-training routines, and maintaining the structure your dog is used to at home. I host only one family of pets at a time, allowing me to provide personalized attention without the stress of overcrowding. Dogs are left alone for no more than 1-2 hours a day.

Sitter Profile Image: Felice & Ken & Tyler & Morgan T.
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Felice & Ken & Tyler & Morgan T.
from
$45
per day
5.0 out of 5 stars
• 275 reviews
152 repeat clients
50 years of experience
Catonsville, MD, 21228

“My dog had a great time with Felice. He has stayed with her family many times and he has always been well cared for. Based on his excitement whenever we pull up to her house, I can say with certainty that my dog is happy to spend the day or the night with Felice.”

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Lashanda W.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$35
per day
5.0 out of 5 stars
• 39 reviews
17 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

“Peppa seemed to really enjoy her visit. On the second day, Peppa said good bye to me and kept walking, that really gave me a peace of mind.”

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Tanya S.
Sitter Profile Image: Eythan E.
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Eythan E.
from
$40
per day
25 years of experience
Winsor Hills, Baltimore, MD, 21216

About: I’ve been around dogs my entire life and have years of hands-on experience caring for dogs of all sizes, breeds, and personalities. I currently have a 3-year-old American Bully, so I’m very comfortable with high-energy dogs and understand the importance of regular exercise, playtime, structure, and attention. Whether your dog loves to run around, go on walks, play fetch, or simply relax, I’ll make sure they feel safe, comfortable, and well cared for while they’re with me. I’m equally happy caring for energetic pups, calm companions, and dogs that are still learning and building confidence. I have plenty of space for dogs to be comfortable, and I treat every pet as if they were my own. My goal is to give you peace of mind knowing your dog is in a safe, attentive, and caring environment until it’s time for them to head home. I currently work from home and have plenty of time and availability to ensure clients get the care they deserve. As well as the availability to always take new clients. Pets at this home get 3-4 potty breaks a day depending on age. For the most part I let them roam around in their own areas. However, if there is a full house, the dogs will be secluded to their individual areas and brought out for individual playtime 1 at a time to prevent spats or incidents between pets. Dogs will get atleast 2 hours of playtime and a good long walk (2 if high energy). Dogs are feed according to their schedules (twice a day if not provided).

Sitter Profile Image: Kelly C.
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Kelly C.
from
$40
per day
4.8 out of 5 stars
• 111 reviews
49 repeat clients
15 years of experience
Greater Rosemont, baltimore, MD, 21216

“Kelly is the best! Stormi loves her and always enjoys her visits. Stormi will be back soon.”

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Dennett E.
Sitter Profile Image: Kionte K.
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Kionte K.
from
$35
per day
5.0 out of 5 stars
• 8 reviews
1 repeat client
3 years of experience
Downtown, Baltimore, MD, 21201

“Kionte was amazing. He provided great communication, followed all the necessary steps for our Maple’ medication and kept me posted on her. I highly recommend!”

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Alexis B.
Sitter Profile Image: Amoxtli R.
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Amoxtli R.
from
$35
per day
5.0 out of 5 stars
• 25 reviews
6 repeat clients
10 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21217

“I left Coco with Alicia for the day while work was being done in my house. Often when I leave her with someone she pulls on her leash and wants to come with me but this time she seemed to be happy staying with Alicia and Nala. It was as if I wasn't even there! Alicia took good care of Coco. I look forward to leaving Coco with her again.”

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Mark B.
Sitter Profile Image: Nina P.
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Nina P.
from
$43
per day
4.8 out of 5 stars
• 43 reviews
12 repeat clients
6 years of experience
Westgate, Catonsville, MD, 21229

“Nina was great! Answered my messages right away and sent many photos of Scout! She was super kind at pick up and drop off and said she loved our puppy!”

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Jess A.
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The median cost per day for doggy day care in Winsor Hills is $39

Dog parents share their Rover experiences - Winsor Hills

1 / 1
5.0 out of 5 stars

Cureema was a great sitter! Her home was very welcoming for my little wanderer and he really loved the neighborhood grassy areas! She was very accommodating with my schedule and I will definitely be booking a stay with her again!

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Jennifer R.
Doggy Day Care
5.0 out of 5 stars

I was nervous about leaving Coop with someone other then family but Victoria and her team made me feel better and Coop came home happy plus he had less energy then normal, which was good for me lol, but that told me he was being cared for! We now have a reoccurring schedule! Thank you!!!

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Danielle M.
Doggy Day Care
5.0 out of 5 stars

Kassandra took great care of my baby! She sent me pics and kept me updated throughout his stay. He got acclimated quickly and seemed the fit right in. This was my first time using Rover and I was pleasantly surprised. We will definitely be booking again!

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Endia
Doggy Day Care
5.0 out of 5 stars

We had our first dog daycare stay with Ashley and had a great experience. Ashley was very welcoming and communicative, and my dog Luna seemed to be comfortable from the get go. I'll be booking again!

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Sasha R.
Doggy Day Care
5.0 out of 5 stars

Shakiyla did an excellent job watching our giant schnauzer puppy. He had plenty of activity throughout the day! I will rebook her again!

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Reyna L.
Doggy Day Care
5.0 out of 5 stars

My pup, Yumi, had a great time with Melanie and her pup. It was our first time doing a daycare service with Yumi but Melanie was very attentive and sweet to my Yumi. She was also very accommodating when my schedule had to change a bit as well and i greatly appreciate that. I felt comfortable and safe leaving Mr fur baby in her hands and would definitely book again in the future.

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Alison E.
Doggy Day Care
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